| ITF W15 Sozopol | 2021/09/15 08:00 | Eleonore Tchakarova v Vanessa I G Popa Teiusanu | 0-6,7-6,2-6 |
| ITF W15 Sozopol | 2021/09/13 09:00 | Eleonore Tchakarova v Lyuboslava Peruhova | 6-0,6-0 |
| UTR Pro Tennis Series Sofia Women | 2021/09/03 10:00 | Amariei I Dalina v Eleonore Tchakarova | 3-6,6-3,6-0 |
| UTR Pro Tennis Series Sofia Women | 2021/09/02 11:30 | Eleonore Tchakarova v Maja Radenkovic | 6-2,6-3 |
| UTR Pro Tennis Series Sofia Women | 2021/09/01 06:30 | Eleonore Tchakarova v Elena Kraleva | 6-2,5-0 |
| UTR Pro Tennis Series Sofia Women | 2021/08/31 06:30 | Eleonore Tchakarova v Mariya Poduraeva | 6-3,5-2 |
| UTR Pro Tennis Series Sofia Women | 2021/08/30 07:00 | Eleonore Tchakarova v Julia Terziyska | 0-6,3-6 |
| ITF W60 Prerov | 2021/08/22 08:00 | Jessie Aney v Eleonore Tchakarova | 6-1,6-0 |